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Olean Celebrates 50 Years of the Calvert Cup in Softball History

Olean marked a significant milestone as it celebrated the 50th City Cup Softball Championship. Central to this occasion is the Calvert Cup MVP Award, which honors the memory of a beloved local athlete, Bruce Calvert. Calvert’s legacy continues to resonate within the community, representing the spirit and passion that he brought to the game of softball.

Bruce Calvert was more than just a name on a trophy; he was a vibrant presence both on and off the field. His sister, Becky Ferry, recalls, “There were seven of us Calvert kids, and Bruce was the character—loads of fun, great personality. He was happiest when he was playing softball.” His journey in the sport began early, participating in Little League and high school baseball, before continuing into adult leagues. Known for his steady performance as a second baseman, Bruce played fast-pitch with Silver Slipper and slow-pitch for Welch’s Tavern.

Longtime friend and teammate George Gibbons fondly remembers Bruce’s influence on his own involvement in softball. “Bruce was steady, dependable, and always ready for more,” Gibbons stated. He often quoted Ernie Banks, saying, “It’s only raining, let’s play two.” This enthusiasm encapsulated Bruce’s love for the game.

Tragically, Bruce Calvert’s life ended prematurely in a car accident in early 1978. Just weeks later, the Olean softball community chose to honor him by renaming the City Cup MVP award to the Calvert Cup. Since the renaming, only Dan Butler (1976) and Mike Harwood (1977) received the MVP title prior to this tribute, with Rosie Rosenswie being the first recipient of the Calvert Cup in 1978.

Following Bruce’s untimely death, the Calvert family received an outpouring of support to help with funeral expenses and other needs. These contributions were instrumental in creating a meaningful tribute: a six-foot-tall MVP trophy featuring the names of every winner. “We wanted something big to reflect Bruce’s big presence on the diamond,” Becky explained. The winner retains the trophy for the year until the next tournament, ensuring Bruce’s spirit remains a part of the competition.

Each summer, Bruce Calvert’s name is revisited as players compete for the Calvert Cup. “He would be so proud,” Becky reflected. “He’d love that his name is still mentioned every year. And if he were here, he’d still be involved in some way—no doubt about it.” Gibbons echoed this sentiment, emphasizing Bruce’s love for the camaraderie and competition within the team environment. “My hope is that every Calvert Cup MVP going forward carries that same spirit—someone who respects the game and is always up for the next one.”

For many years, Bruce’s mother, Jane Calvert, was a fixture at the City Cup finals. Often seen wearing or holding Bruce’s iconic green and white ball cap, she would approach the newly named MVP with a warm hug and heartfelt words. Now at 98 and residing at The Pines, Jane’s pride in her son remains unwavering. Becky noted, “Her memory isn’t what it used to be, but her love for her children—and her pride in Bruce—still holds true.” Each year, she ensures her mother is updated on scores and reads articles covering the tournament.

Although it has been nearly a decade since Jane last attended the championship at Marcus Park, both her presence and Bruce’s legacy continue to resonate with every player who steps onto the field. Becky regularly checks in with the city to ensure that funds are available for the maintenance of the Calvert Cup trophy. “We’re just grateful that this honor continues,” she stated.

As the Olean softball community gathers to celebrate the 50th City Cup, the Calvert Cup stands not merely as a trophy but as a tribute—a testament to a player, a teammate, a brother, and a legend whose passion for the game endures in every inning played.

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